91790-39-5

Basic information

• Product Name: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE)
• Synonyms: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE);1,7-dimethylindole-2,3-dione;1,7-dimethylindoline-2,3-dione;1,7-dimethylisatin
• CAS NO: 91790-39-5
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18396
• Mol File: 91790-39-5.mol
• Article Data: 27

Chemical Properties

• Melting Point: 162.3-164.8 °C
• Boiling Point: 305.3°C at 760 mmHg
• Flash Point: 139.2°C
• Appearance: /
• Density: 1.261g/cm³
• Vapor Pressure: 0.000827mmHg at 25°C
• Refractive Index: 1.594
• PKA: -1.72±0.20(Predicted)
• CAS DataBase Reference: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE)(91790-39-5)
• EPA Substance Registry System: 1,7-dimethyl-1H-indole-2,3-dione(SALTDATA: FREE)(91790-39-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 91790-39-5(Hazardous Substances Data)

Usage

General Description

1,7-dimethyl-1H-indole-2,3-dione is a chemical compound with the molecular formula C11H9NO2. It is also known as isatin, and its structure consists of a indole ring with two methyl groups and a keto group at the 2,3 positions. Isatin is a versatile compound and has been used in various fields such as medicinal chemistry, organic synthesis, and as a precursor for the synthesis of other compounds. It has been reported to exhibit potential biological activities including anti-inflammatory, antimicrobial, antiviral, and anticancer properties. Isatin is readily available and can be obtained from natural sources or synthesized through chemical reactions, making it a valuable compound for research and industrial applications.

InChI:InChI=1/C10H9NO2/c1-6-4-3-5-7-8(6)11(2)10(13)9(7)12/h3-5H,1-2H3

Upstream product

• 1127-59-9 7-methyl-1H-indole-2,3-dione 
• 74-88-4 methyl iodide 
• 10541-29-4 2-methyl-N-methylaniline hydrochloride 
• 1233940-50-5 C₁₀H₁₁NO₂ 
• 5621-16-9 1,7-dimethyl-1H-indole 
• 1132-03-2 2-(hydroxyimino)-N-(2-methylphenyl)acetamide 
• 95-53-4 o-toluidine 
• 1013905-81-1 N-methyl-N-(2-methylphenyl)-3-phenylpropynamide 

Downstream Products

• 5621-16-9 1,7-dimethyl-1H-indole 
• 106000-23-1 1,7-Dimethyl-1H-indole-2,3-dione 3-oxime 
• 1604677-01-1 C₁₉H₁₅NO₃ 

Relevant articles and documents

Construction of 2-alkynyl aza-spiro[4,5]indole scaffolds: Via sequential C-H activations for modular click chemistry libraries

Herein, we have developed a strategy of sequential C-H activations of indole to construct novel 2-alkynyl aza-spiro[4,5]indole scaffolds, which incorporated both alkyne and spiro-units into indole. Gram-scale synthesis and a one-pot, three-step synthesis demonstrated the utility of this protocol. Hybrid conjugates with an oseltamivir derivative further offered a powerful tool for the construction of a versatile spiroindole-containing library via click chemistry. This journal is

Annulation reaction of cyclic pyridinium ylides with: In situ generated azoalkenes for the construction of spirocyclic skeletons

Two new types of cyclic pyridinium ylides were designed and further used in reactions with azoalkenes to access structurally diverse spirocyclic compounds. A range of spiropyrazoline oxindoles could be smoothly obtained in up to 99% yield via a [4 + 1] annulation process with oxindole 3-pyridinium ylides as C1 synthons. Similarly, a series of spiropyrazoline indanones could be prepared with indanone 2-pyridinium ylides as C1 synthons. This work represents the first example of cyclic pyridinium ylides as C1 synthons for the efficient construction of spirocyclic compounds.

Palladium(II)/N-Heterocyclic Carbene Catalyzed One-Pot Sequential α-Arylation/Alkylation: Access to 3,3-Disubstituted Oxindoles

Rationally designed fluorene-based mono- and bimetallic Pd-PEPPSI complexes were synthesized and demonstrated to be effective for the one-pot sequential α-arylation/alkylation of oxindoles. This streamlined approach offers efficient access to functionalized 3,3-disubstituted oxindoles in excellent yields (up to 89%) under mild reaction conditions.